Antiseptic soap composition



Unit

ANTISEPTIC SOAP COMPOSITION Roland S. Shumard, Brentwood, Mo., assignor to Monsanto Chemical Company, St. Louis, Mo., a corporation of Delaware No Drawing. Application April 21, 1952,

Serial No. 283,492

6 Claims. (Cl. 252-107) where R is an aromatic radical such as phenyl, tolyl, ethylphenyl, n-propylphenyl, cumyl, n-butylphenyl, tert. butylphenyl, sec. amylphenyl, (ethylhexyD-phenyl, ch10- rophenyl, chlorotolyl, nitrophenyl, nitrotolyl, methoxyphenyl, ethoxyphenyl, xylyl, cymyl, dichlorophenyl, dibromopheny-l, dinitrophenyl, dimethoxyphenyl, diethoxyphenyl, trimethylphenyl, triethylphenyl, cyclohexylphenyl, benzylphenyl, phenethylphenyl, biphenyl, naphthyl; etc., and where R is a hydrogen or a short chain alkyl group such as methyl, ethyl, propyl, isopropyl, butyl, etc., when admixed with a detergent composition in minor proportions forms a detergent product exhibiting highly eifective antiseptic properties.

For purposes of this application the 2-nitro-ethylene substituted aromatic compounds are termed antiseptic agents hereinafter.

The antiseptic agents of this invention are readily incorporated in detergent compositions whether the latter be solid or liquid. The new antiseptic agents are nonvolatile and remain permanentlyin the detergent composition. They do not affect the lathering, cleansing or physical properties of the detergent nor do they impart any unpleasant odors nor discolor the finished detergent composition.

As exemplary of this invention, detergent containing compositions are prepared by intimately mixing the ingredients listed below to form a composite containing 2% by weight active ingredient.

B (parts by A (parts by weight) Composition weight) "Ivory brand neutral white high grade toilet soap (a mixture of 80% sodium soap and 20% potassium soap produced from a 70% tallow and 30% coconut oil glyceride blend in accordance with U. S. 2,295,59

2-nitro styrene 2-nitro-O ,O '-dichlorostyrene States Patent 2,795,555 Patented June 11, 1957 2 for 72 hours and the degree of bacterial growth is noted below:

Table 1 Composition A I B Growth no growth.-. no growth.

Compositions A and B, respectively, upon further dilution with nutrient agar so. as to give a composition having a concentration of 1 p. 'p. m. (121,000,000) of active ingredient upon being streaked with a 24 hour old culture of Salmonella typhosa of standardresistance after incubation at 37 C. for 72 hours exhibited substantially no signs of bacterial growth.

Replacing either of the respective antiseptic agents of Compositions A and B above with any one of the followand evaluating in same manner, satisfactory control of Salmonella typhosa is obtained.

As further exemplary of this invention, detergent compositions are prepared by intimately mixing the ingredients listed below to form a composite containing 2% by weight active ingredient,

O D Composition (parts by (parts by weight) weight) Ivory" brand neutral white high grade toilet soap (9. mixture of sodium soap and 20% potassium soap produced from a 70% tallow and 30% coconut oil glyceride blend in accordance with U. 95,594) 98 98 2-nitro-0,0-dichlorostyrene 2 P-[Z-nitro-propen-l-yl] veratrole 2 Aliquots of each of the above described compositions containing 2% by weight active ingredient are added to a nutrient agar medium so as to give in each instance as a concentration of 10 p. p. m. (1:l00,000) of active ingredient. The agar in each case is then poured into a Petri dish, allowed to harden and then is streaked with a 24 hour old culture of Micrococcus pyogenes var. aureus of standard resistance. The incubation in each case is made at 37 C. for 72 hours and the degree of bacterial growth noted below:

Table II Composition 0 D Growth no growth.-. no growth.

Replacing the respective ,antisepticuagents of Compositions C and D above withrany one of the following:

2-nitro-0,0'-dichloro-P-methyl styrene 2-nitro O;O'-dibromo styrene Z-nitro-propen-l-yl-0,0-dichlorostyrene P-(Z-nitro-buten-l-yl) veratrdle and evaluatingjinjhe same manner satisfactory control of Micrococcus pyogenes var. ata eus is obtained. In the control of Micrococcus pyogenes var. aureus compounds of the formula RCH=CH NQz where R vis :a benzenoid hydrocarbon radical .such-ias pheuyl, lltolyl, icthylphenyl, .cumyl, terlt. "butylphenyLl-xylyl, cymyl,.:ete. or a :chlorin'e substituted Pbenzenoid' hydrocarbon rradical are -:pa.rt'icularlyi effective.

:Relatively "small. amounts eof :tthe mew 'antisep'tic agents in a detergent composition havebeen'ifound to yield ellicient :antiseptic detergent compositions. .Amou.nts -a's-l'ow as x055 .to 1% by weight "based :up'onthe weight of -the detergent have proved satisfactory in some instances. However, it is preferred to employ amountsin the order of l-3% by weight. While largeram'ounts inay-beemployed, as for example up to 10% by weightbasedupon the weight of the detergent, the upperlimitiwillfbe determined by practical consideration. 'Other. antiseptic. agents may be incorporated as well as emollients, waterso'fteners and the well-known vehicleslofthe :soaptrade. Various colors, anti-oxidants, perfumes and the like may be included where desirable. i

The term detergent includes soap and the synthetic detergents such as the Turkey .redoils, the highly sulfonated fatty acids and the ,sulfated fatty alcohols. The term detergent includes also mixtures of synthetic detergents and soap. The term soap or detergent soap as used herein is employed in its popular or ordinary meaning, that is, those cleansing compositions, namely the well-known washing, toilet and liquid soaps prepared frornan 'alkalimeta'l compound such as sodium or potassium hydroxide and a fat or fatty acid.

.The antiseptic agents of this invention may be added to the detergent compositions during the crutching or melting 'orsimilar operation. The new antiseptic agents 1 may be first dissolved in a suitablesolveut and then incorporated in the detergent-if so desired. In general, any

method whichresults. inthenew antiseptic agent of this invention being uniformly incorporated in the final composition is satisfactory.

What is claimed is:

1. An antiseptic detergent composition comprising a detergent soap and 0.5 ito 110% by weight based upon the detergent soap of a compound of the formula R-CH=(lJ-R N02 where R is selected from the group consisting of aromatic hydrocarbon radicals, nitro substituted aromatic hydrocarbon radicals, lower alkoxysiibstitutm aromatic hyii detergentmoap and l+3r% the -'det'ergen'tsoap of Z-nitro styrene.

composition compris by weight based upon 4. -A*n fllltiSEPlilC :detergen't soap ing a. detergent soap and 1-3% thei'detergent -soap of O,O"dichloro-2-nitro styrene.

5. .An antiseptic detergent soap composition comprising ta detergent soap and l-3% by weight based upon composition compristhe "detergent soap of .P-(l-nitro-propen-l-yl) veratrole.

6. An antiseptic detergent soap composition comprising a detergent-soap and I -3% by weight based upon the .detergent soap of l-2-nitro-P-chlorostyrene.

References Cited in the file of this patent UNIT-ED STATES PATENTS 2,251,933 Hartung t Aug. '12, "1941 by weight based upon. 

2. AN ANTISEPTIC DETERGENT COMPOSITION COMPRISING A DETERGENT SOAP AND 1-3% BY WEIGHT BASED UPON THE DETERGENT SOAP OF A COMPOUND OF THE FORMULA 